# Serendipity Charters: private sails on a 50-foot Beneteau from Flamingo > Serendipity Charters runs private and small-group sails on a 50-foot Beneteau Oceanis out of Flamingo Marina in Guanacaste. It suits couples, families and groups who'd rather be on a real sailing yacht than a crowded party boat, and it also offers overnight trips up the coast. Source: https://costaricasailing.net/serendipity-charters/ Last checked: 2026-10-22 Location: Playa Flamingo, Playa Flamingo, Guanacaste, Costa Rica Type: sailing tour, yacht charter, snorkeling Official website: https://sailingcostarica.com Departs from: Flamingo Marina, Playa Flamingo Boat: Serendipity, a 50-foot Beneteau Oceanis monohull Trips: Private morning, sunset and full-day charters, a shared Lucky 13 sail in season, overnight and surf trips Run by: A family-owned company sailing since 2012 Best for: Couples, families and private groups ## What they offer Serendipity Charters is a family-owned sailing outfit that's been taking guests out of Playa Flamingo since 2012. Everything happens on one boat, a 50-foot Beneteau Oceanis called Serendipity, which means you're on a proper cruising sailboat with a deep cockpit, a cabin below and sails that actually get used when the wind is up. Most trips are private: you book the boat for your group and the crew plans the day around you. There's also a shared option for people traveling alone or as a couple who don't want to charter the whole yacht. You can read an older overview of the company on [Costa Rica Journeys](https://costaricajourneys.com/serendipity-charters/), and the current schedule lives on the operator's own site. ## The trips - **Private morning charter:** roughly 8:30 to 12:30, with a freshly made lunch on board. Mornings tend to bring calmer water, which helps if anyone in your group is new to boats. - **Private sunset charter:** leaves around 1:30 and comes back after the sun goes down. - **Private full-day charter:** from about 11:00 until sunset, with time for more than one anchorage. - **Lucky 13 shared charter:** an afternoon-to-sunset sail for a mixed group of up to 13 guests. It runs on set days in high season, so check the calendar before you plan around it. - **Overnight trips:** multi-day sails to stretches of coast that roads don't reach, with the galley and cabins put to use. - **Surf trips:** the company also runs trips that use the boat to reach surf breaks along the coast. Private charters include the crew and an open bar, and snorkeling stops are part of most outings. The captain picks anchorages on the day based on wind, swell and tide, so the exact beaches can change. ## Where you leave from Trips start at Flamingo Marina, on the north end of Playa Flamingo, with Potrero Bay and the Flamingo coastline as the home waters. Hotel pickup generally isn't included, so plan your own ride to the marina. Flamingo is about an hour by road from Liberia's international airport. ## Who it suits This is a good fit if you want a quieter, more personal day on the water than the big catamaran tours offer. Families with kids, couples marking an occasion and groups of friends who want the boat to themselves are the core market. Experienced sailors will appreciate being on a monohull that sails rather than motors all afternoon. If your group is large, ask first: private charters are priced for up to 10 guests, with extra guests allowed for an added fee. ## Good to know before you book - Guanacaste's dry season runs roughly December to April, and the company splits its calendar into a high season (mid-November to the end of April) and a green season for the rest of the year. - Papagayo winds blow strongest from about December to March. That's good sailing, but it can mean a livelier ride and changes to the planned stops. - Bring reef-safe sunscreen, a hat and a light layer for the ride home after sunset. - Cancellation terms are on the booking pages; listings show full refunds with at least 24 hours' notice, but confirm when you book. ## Frequently asked questions ### Is Serendipity a catamaran? No. It's a 50-foot Beneteau Oceanis, a single-hull sailing yacht. It heels a bit under sail, which is part of the fun. ### Can I join if I'm not booking the whole boat? Yes, on the Lucky 13 shared sail, which runs on set days during high season. ### Where do I meet the boat? At Flamingo Marina in Playa Flamingo. Transport to the marina usually isn't included. ### Do they do overnight trips? Yes. The company offers multi-day sails along the coast, as well as trips aimed at surfers. ### What's included on a private charter? The yacht and crew, an open bar and snorkeling stops, with lunch on morning charters. Check the exact inclusions for your trip when you book.